Private Sail & Swim Charter

What to expect
  • Learn from the boat’s captain and experience what it’s like to be crew on a sloop
  • Tie off for a swim and play some water games
  • Pack a picnic and have lunch on board while indulging in some adult beverages
  • Get a hands-on sailing experience unlike any other
We know you’ve had a rough week. The 9-5 grind can really get to you after a while. We invite you to seas the day, get on a boat, and relax.

Join Sail Montauk for the Sail & Swim experience! You’ll sail with the boat’s captain and experience what it’s like to be crew on a sloop.You’ll take part in a hands-on sailing experience doing things such as hoisting the sails, trimming the sheets, and taking the tiller.

Midway through your personal sailing session, you’ll tie off for a swim and take part in some water games! Waterguns and pool noodles are kept on board, so no need to bring your own. Cannonballs are encouraged!

And don’t worry about a lunch break because you’ll have plenty of time to refuel! It’s BYOB, and Sail Montauk provides coolers with complimentary ice, so feel free to relax and unwind with a cool beverage and snacks. You can also pack a picnic and have lunch on board!

Soon you’ll be able to admit…You’re an aqua-holic.

Note: There is a 2-person minimum to book this activity.
Key Highlights
Price $145.00 per guest
Duration / Session 3 hours
# Sessions 1
Cancellations made 3+ days prior to a trip will be refunded 100%.

Kind words from our customers